272-49-1 | 4-Azaindole

Packsize	Purity	Availability	Price	Discounted Price
250mg	98%	in stock	$8.00	$5.00
1g	98%	in stock	$13.00	$9.00
5g	98%	in stock	$42.00	$29.00
10g	98%	in stock	$63.00	$45.00
25g	98%	in stock	$142.00	$99.00

Description

• Catalog Number: AB44841
• Chemical Name: 4-Azaindole
• CAS Number: 272-49-1
• Molecular Formula: C7H6N2
• Molecular Weight: 118.1359
• MDL Number: MFCD00971977
• SMILES: c1cnc2c(c1)[nH]cc2

Computed Properties

• Complexity: 103
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 9
• Hydrogen Bond Acceptor Count: 1
• Hydrogen Bond Donor Count: 1
• XLogP3: 1.1

Upstream Synthesis Route

4-Azaindole is a versatile building block in chemical synthesis due to its unique structural properties and reactivity. This heterocyclic compound is commonly used as a key intermediate in the synthesis of pharmaceuticals, agrochemicals, and functional materials. Its incorporation into organic molecules can lead to improved biological activity and enhanced physicochemical properties. In organic synthesis, 4-azaindole serves as a valuable scaffold for the construction of diverse molecular architectures through functional group manipulation and scaffold diversification strategies. Additionally, its presence in the structure of organic compounds can impart desirable properties such as enhanced stability, bioavailability, and target specificity. The use of 4-azaindole in chemical synthesis underscores its importance as a versatile building block for the generation of valuable molecular entities with potential applications in various fields.

Literature

• Inhibitors of HIV-1 attachment. Part 10. The discovery and structure-activity relationships of 4-azaindole cores.

  Bioorganic & medicinal chemistry letters 20130101

• Spectroscopic study of the ground and excited state prototropic equilibria of 4-azaindole.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20121101

• Blue fluorescent amino acids as in vivo building blocks for proteins.

  Chembiochem : a European journal of chemical biology 20100215

• Synthesis and antiproliferative activity of pyrrolo[3,2-b]pyridine derivatives against melanoma.

  Bioorganic & medicinal chemistry letters 20100101

• Synthesis of 4- and 6-azaindoles via the Fischer reaction.

  Organic letters 20091119

• Discovery of 4-azaindoles as novel inhibitors of c-Met kinase.

  Bioorganic & medicinal chemistry letters 20090515

• Synthesis of C3-substituted 4-azaindoles: an easy access to 4-azamelatonin and protected 4-azatryptophan.

  The Journal of organic chemistry 20080919

• Excited state tautomerization of azaindole.

  Organic & biomolecular chemistry 20051021

• Preparation of 4-azaindole and 7-azaindole dimers with a bisalkoxyalkyl spacer in order to preferentially target melatonin MT1 receptors over melatonin MT2 receptors.

  European journal of medicinal chemistry 20040601

• Unexpected ring transformation to pyrrolo[3.2-b]pyridine derivatives. Fused azolium salts. 22.

  The Journal of organic chemistry 20030711

• Novel potent 5-HT(1F) receptor agonists: structure-activity studies of a series of substituted N-[3-(1-methyl-4-piperidinyl)-1H-pyrrolo[3,2-b]pyridin-5-yl]amides.

  Journal of medicinal chemistry 20030703